Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials

ABSTRACT

Disclosed is an aqueous acid solution or suspension of a preparation as well as the production thereof for the permanent finishing of fibre materials, especially dyed carpets, to render them antistatic, dirt-repellent and, optionally, antimicrobial, which aqueous preparation contains: A. 10 TO 20 PER CENT BY WEIGHT OF AT LEAST ONE ANTISTATIC AGENT, B. 3 TO 35 PER CENT BY WEIGHT OF A STABILISED, AQUEOUS NONFILM-FORMING DISPERSION OF POLYSTYRENE, C. 1 TO 6 PER CENT BY WEIGHT OF AT LEAST ONE ACID, ESPECIALLY OPHOSPHORIC ACID, AND D. 0 TO 5 PER CENT BY WEIGHT OF FURTHER COMPONENTS, SUCH AS AN ANTIMICROBIC AGENT AND A SOLUBILITY-PROMOTING AGENT.

United States Patent 11 1 1111 3,835,148

()xe et a1. [4 Sept. 10, 1974 AQUEOUS POLYSTYRENE CONTAINING 3,749, 91 7/1973 Kandathil 260/29.6 YA DISPERSIONS AS ANTI-STATICS FOR THE FOREIGN PATENTS R APPLICATIONS PERMANENT FINISHING 0F FIBRE 1,089,810 11/1967 Great Britain 260/DIG. 19 MATERIALS 1,242,537 8/1971 Great Britain 260/29.6 MN

Inventors: Josef Oxe, Arlesheim; Rudolf Keller,

Riehen, both of Switzerland Assignee: Ciba-Geigy AG, Basel, Switzerland Filed: Feb. 15, 1972 Appl. No.: 226,511

Foreign Application Priority Data Feb. 16, 1971 Switzerland 2248/71 U.S. Cl. 260/29.6 MN, 106/2, 117/161 UZ, 8/76. 252/83. 260/D1G. 19. 260/D1G. 21. [17/1395 Int. Cl. C08f 45/44 Field of Search260/29.6 MN, DIG. l9, DIG. 21, 260/45.8 N, 93.5 A; 106/2; 252/8.8

References Cited UNITED STATES PATENTS 6/1964 Buc et a1. 260/29.6 MN 10/1965 Rosenberg et a1. 260/30.2 1/1968 Fujimoto et a1. 260/29.6 MN 10/1972 Magosch et a1 260/93.7

Primary Examiner-Lucille M. Phynes Attorney, Agent, or Firm-Joseph G. Kolodny; Edward McC. Roberts; Stanley A. Marcus 7] ABSTRACT Disclosed is an aqueous acid solution or suspension of a preparation as well as the production thereof for the permanent finishing of fibre materials, especially dyed carpets, to render them antistatic, dirt-repellent and, optionally, antimicrobial, which aqueous preparation contains:

a. to per cent by weight of at least one antistatic agent,

b. 3 to per cent by weight of a stabilised, aqueous non-film-forming dispersion of polystyrene,

c. 1 to 6 per cent by weight of at least one acid,

especially o-phosphoric acid, and

d. 0 to 5 per cent by weight of further components, such as an antimicrobic agent and a solubility-promoting agent.

8 Claims, No Drawings AQUEOUS POLYSTYRENE CONTAINING DISPERSIONS AS ANTI-STATICS FOR THE PERMANENT FINISHING OF FIBRE MATERIALS The invention relates to a process for the permanent finishing of fibre materials to render them antistatic and dirt-repellent and, optionally, antimicrobial; to the finishing preparation; as well as to the fibre material, as industrial product, finished by application of the said process.

The method is known of rendering fibre materials solely antistatic or solely dirt-repellent. Textile materials possessing a good antistatic finish, however, frequently display a greater tendency to become stained, or the dyeings produced thereon have an inferior fastness to rubbing; and the dyeings on materials of which the finish is effectively dirt-repellent exhibit very often a tendency to vary in shade. It is also possible to impart to fibre materials simultaneously an antistatic and dirtrepellent finish; the treatment of the materials at temperatures of over 100C required to obtain these effects, however, leads in many cases to an appreciable impairment of the fastness to rubbing, and/or to a loss of the acquired finishing effects. The combination of specifically favourably acting components does not,

contrary to expectation, result in optimum multiple finishing effects; and fibre material treated in such a manner frequently has, moreover, disadvantages in that, for example, the handle of the material is unfavourably affected, and the dyeing thereof suffers a dulling effect or displays a variation in shade.

A single-bath process has now been found which makes possible, in a surprising manner, the permanent finishing of fibre materials, preferably dyed textile fibres, e.g. dyed textile floor-coverings, so that the treated material is rendered simultaneously pennanently antistatic and dirt-repellent and, optionally, antimicrobial, the material possessing a completely soft handle, the said effects being obtained without appreciable impairment of the fastness to rubbing of the dyeing. The term permanent is meant to signify that the material treated according to the invention retains its valuable properties even after a prolonged period of wear and tear.

The process according to the invention is characterized in that the fibre material is treated with an aqueous solution or dispersion containing:

a. at least one antistatic agent,

b. a stabilised, aqueous, preferably 20 to 60 per cent,

especially 40 per cent, non-film-forming dispersion of polystyrene or of a styrene copolymerisate, preferably polystyrene,

c. at least one acid, and

d. optionally further constituents, the said treatment being performed in the acid pH-range.

Particularly favourable results with respect to the above-mentioned effects are obtained by the use in the process according to the invention of compounds, or mixtures of compounds according to a), of the following formulae l to III as antistatic agents:

Compounds of formula I:

wherein R represents an alkyl radical having 8 to 22, particularly, 14 to 18, carbon atoms,

R preferably represents hydrogen, or an optionally substituted alkyl group, and

R represents an optionally substituted alkyl group; or wherein R and R form together with the nitrogen atom a fiveor six-membered heterocyclic ring. which can contain further hetero atoms, and can be optionally further substituted by R; or quaternary compounds thereof.

As a substituted alkyl group, R and R represent, for example, a hydroxyalkyl radical; in particular, they each represent the hydroxyethyl group, an alkyl radical substituted by water-solubilising groups, such as sulphonic acid groups and/or carboxylic acid groups, or an aminoalkylalkoxy or aminoalkyl radical, of which the amino group can be monoor disubstituted. Mentioned as substituents of these amino groups are, for example, the following: hydroxyalkyl groups such as the hydroxyethyl or -hydroxy propyl groups; alkylaminoalkyl groups substituted with monovalent groups, e.g. with the cyano group; RCO or RCONH-alkoxyalkyl groups wherein R represents an alkyl radical having 8 to 22 carbon atoms; also substituents in which the nitrogen atom of the amino group is a constituent of a heterocyclic fiveor six-membered ring, particularly one containing further nitrogen atoms, e.g. the 2- stearyl-l ,2-imidazole group.

Preferred compounds of formula I are, in particular, the following:

CHs(O 2)1aC ONHCH O CH2CH2N CH2CH2OH C O 0 II C17 a5C NI'IC FCII i SOgII CH3(CH2)16 CONHCHzOCHZCHz G3 orno s 0,

CHzCHzOII (117K 50 ON CHzCHzOH as well as mixtures of compounds of the formulae:

COOH

CvHasC ONHCHaCHgOH and CnHaaC ONHCH: CH-S H. Compounds of formula II:

v V 1lICHzCHIlTCHiOH11 I-v on, F H2 H2 0 o o R n) l 0 000R COOR wherein V represents a lower alkyl radical, R represents an alkyl radical having 8 to 22 carbon atoms, and x represents an anion; especially a compound of the formula:

Here and in the following, the term lower signifies, in connection with alkyl groups, radicals having, in general, not more than four carbon atoms.

A polyglycol ether having a molecular weight of about 300 to6,000, preferably 400 to 600, or a polyglycol ether of formula III:

Z (CH CH O), H

(Ill) For the obtainment of permanent antistatic and dirtrepellent effects, a mixture of two or more of the stated compounds has proved particularly advantageous, especially a mixture of the compounds:

Cn ss JJZN C1 Ha5C ONHCH2CHZN/ i \OHP H2 R-C ON 01120112011 wherein R i eiiiiii5ifliiifin 14 to 18 carbon atoms, and a polyglycol ether of the formula:

1e 31 2C 2 )m 0H 01 o O-NHQ-4Jl;

or particularly:

Finally, it is possible to add to the aqueous preparation, as further components, solubility-promoting agents such as, e.g. oleic acid, as well as commercial anti-foam agents, which suppress the foam-formation of the dissolved combination in water, such as, e.g. silicone compounds.

Particularly favourable results are obtained by application from an aqueous solution or dispersion, in the process according to the invention, of 0.2 to 2 percent each of the components a) and b), together with 0.04 to 0.4 percent of the component c), relative to the weight of the material to be treated.

Exceptionally favourable results are obtained, with regard to permanent effects, if the process according to the invention is performed with a pH-value of the solution of 2 to 5.

The aforementioned components a) to d) are known as per se, and can be produced by methods known per se.

Suitable fibre material to be treated according to the invention is, in particular, organic natural fibre material, and especially organic synthetic fibre material. Examples of natural fibre materials are: wool, silk, cotton and jute; and of synthetic fibre materials: regenerated cellulose, acetate rayon, polyamide, polyester, polyacrylonitrile, polyolefins or mixed fabrics, e.g. made from polyamide/polyester or cellulose/Polyamide. With regard to these materials, they can be undyed or preferably dyed materials. The materials are advantageously in the form of flock, yarn or piece-goods, such as floor-coverings, for example, carpets, or in the form of other household textiles, such as furniture coverings, curtains, or wall-coverings.

The finishing according to the invention of the fibre material is performed by application of the said components to the fibre material preferably by spraying, impregnating, slop-padding, or by means of the exhaust process, optionally also by brushing.

Advantageously, the mixture of components according to the invention is evenly sprayed as an aqueous dispersion (spraying liquor), by means of spraying equipment, on to the wet or dry material to be treated, the

amount applied being such that, after the drying of the material at 100C to 180C, sufficient of the component mixture remains on the surface of the material to ensure that the desired permanent effects are obtained.

The materials treated according to the invention carry no electrical charge for a very long time, i.e., there occur no disturbing discharges on contact or when the treated material is being walked on. In the case of dyed materials, moreover, the fastness to rubbing is not appreciably affected or the fastness to light impaired.

The fibre material finished according to the invention can be repeatedly dry brushed, vacuum cleaned or shampooed without the imparted twofold or threefold V finishing effect being lost. The permanence of the obtained effects can be verified by means of a walking test.

For the preparation of suitable aqueous solutions or dispersions for the finishing process according to the invention, it is also possible to use premixed aqueous preparations made up essentially as follows:

a. 10 to 20, and preferably 14 to 16, per cent by weight of at least one antistatic agent,

b. 3 to 35, and preferably 10 to 20, per cent by weight of a stabilised, especially 40 percent, aqueous, nonfilm-forming dispersion of polystyrene or of a styrene copolymerisate,

c. 1 to 6 per cent by weight of at least one acid, and

d. 0 to 5 per cent by weight of further constituents.

Finishing liquors usable according to the invention are produced from such preparations by dilution of 3 to 250 g of these preparations with water, and optionally thickener-solution, to give 1 litre, the degree of dilution depending on the desired finishing effects.

The employment of such preparations for the production of finishing liquors according to the invention has the important advantage that the preparations are easy to handle, and that the finishing agent is generally in solution, or in an extremely finely dispersed form and, in particular, in a homogeneous form, by virtue of which very uniform finishing effects are achieved.

Example 1 A polyamide carpet (pile weight 800 g/m) having a width of 4.20 m and dyed blue, in a known manner, with the dyestuff of the formula:

WQCH.

S OzNHCHzCHz OH is passed over a roller at a rate of 1.9 m/minute. Horizontally over the roller is arranged, at a distance of ca. 10 cm, a spraying-bar provided with nozzles spaced about 30 cm apart. Under a pressure of ca. 3 atm., an

aqueous dispersion containing 41.5 g/l of the subsequently described preparation 450 ml of aqueous dispersion/minute/nozzle) is sprayed from these nozzles on to the moving polyamide carpet. The polyamide carpet is afterwards dried at 140 on a stretchingframe. In this manner is obtained a polyamide carpet having a permanent antistatic, dirt-repellent and antimicrobial finish, these valuable properties being retained by the carpet even after extensive wear due to walking, brushing and vacuum cleaning.

A comparison of the thus treated carpet with a polyamide carpet not finished according to the invention reveals the following differences:

Finished Not finished Charge carried volts 3000 volts Staining slight severe Fastness to rubbing excellent poor Retention of properties excellent poor after being walked on 10,000 times (permanence) By slow heating of the mixture to about 60, a homogeneous paste is obtained; to this are subsequently added 0.67 g of a polyglycol ether of the formula:

15 g of polyglycol ether of the formula:

CQHIQO (cmcrno ,H

and 7.25 g of 80 percent acetic acid. Stirring is continued at 60 for a further 30 minutes, and the reaction mixture then allowed to cool to a temperature of about 30, whereupon 42 g of 80 percent o-phosphoric acid, dissolved in 143.22 ml of water, are stirred in.

In a separate vessel, 10 g of the antimicrobial compound of the formula:

and 6 g of commercial ole i'c acid are melted together, with stirring, at a temperature of 80; to the clear melt are then added at 30 69 g of water free from salt. The obtained solution is thereupon stirred into the above described paste, whereby the reaction mixture becomes fluid. As soon as a stirrable paste is obtained, additions are carefully made to the reaction mixture of 53.5 g of the compound of the formula:

dissolved in 251.85 g of water free from salt, and 8.65 g of 80 percent acetic acid, 1 g of a aqueous silicone-emulsion and 150 g of a 40 percent aqueous poly- .styrene emulsion. Stirring is then continued for ca. 60

minutes, and a liquid preparation directly ready for use is obtained.

If, instead of the blue-dyed polyamide carpet mentioned in the example, a polyester carpet dyed orange, in a known manner, with the dyestuff of the formula:

or a polyacrylonitrile carpet dyed bright red with the is used, the procedure being otherwise according to the data given in Example I, then equally well finished carpets are obtained.

8 Example 2 An aqueous impregnating liquor containing 60 g/l of r the liquid preparation obtained according to Example I is used to impregnate, at atemperature of about 20 to 30, a polyamide fabric dyed yellowish-red, in a known manner, with the dyestuff of the formula:

SO: HO

the fabric is subsequently squeezed out to percent relative to the dry weight of thematerial, and then dried at for 5 minutes. The polyamide fabric thus obtained is fast to rubbing and possesses an excellent antistatic, dirt-repe1lent and antimicrobial finish, the said fabric being capable of retaining its valuable properties for a very long period of time, even after repeated dry brushing and shampooing.

If, instead of the yellowish-red dyed polyamide fabric, a correspondingly dyed Helancaarticle is used, or one such article dyed yellow, in a known manner, with the dyestuff of the formula:

or dyed blue with the dyestuff of the formula:

ll S0311 I CH3 t) NH- CH3 OzNHCHzCHzOH with otherwise the same procedure as that described in the example, then a Helanca-article is obtained possessing similarly good finishing effects.

If in this example is used, instead of the liquid preparation according to Example 1, animpregnating liquor obtained by the dissolving of 6.0 g of a compound of the formula:

N-CHI 6.0 g of polystyrene emulsion (40 percent), and 1.7 g of 8.0 percent o-phosphoric acid in one litre of water, the procedure being otherwise the same as that given 9 in Example 2, then a Helanca piece-article is obtained possessing a finish just as permanently antistatic and dirt-repellent, the dyeings of which have excellent fastness to rubbing.

If, instead of the last-mentioned preparation, an impregnating liquor is used obtained by the dissolving in one litre of water of 2.1 g of a compound of the formula:

I l l C O O CnHas C O 011 35 C O 0 Cn as 3.9 g of a compound of the formula:

crnomon Cn asc N CHzCHzOH 0 Ci7 35 3 0 CnHas 10 0 C11 a5 3.2 g. of a compound of the formula:

H V CHzCHzOH Cu uC ON CHzCHzOH 0.8 g of a compound of the formula:

1s a1 2 2 )1s 6.0 g of 40 percent polystyrene emulsion and 1.7 g of 80 percent o-phosphoric acid in one litre of water.

Finally, if an impregnating liquor is employed which is obtained by the dissolving of 15 g of a polyglycol ether having a molecular weight of 300 to 500, 15 g of 40 percent polystyrene emulsion and 4.5 g of 80 percent o-phosphoric acid in one litre of water, with the procedure otherwise as described in the example, then a yellow, red, or blue dyed Helanca piece-article is obtained exhibiting good dirt-repellent and antistatic effects, the dyeings thereof having very good fastness to rubbing.

Example 3 To a trough containing a slop-padding roller is added col ether of the formula:

padding-roller, the slop-padding liquid is padded on to the moving polyamide carpet. Liquor-pick-up 20 percent relative to the weight of the pile. Drying is subsequently carried out on a stretching-frame for 7 minutes at 170. In this way is obtained a polyamide carpet possessing an excellent antistatic and dirt-repellent finish, and which retains its valuable finish-properties for a very long period of time, even after being repeatedly walked on, brushed and shampooed.

The preparation used in Example 3 is obtained, for example, by the placing into a flask of 160 g of water A free from salt and the addition to this, with stirring, of

1.86 g of polyglycol ether of the formula:

1s 31 2 z )m and g of fatty acid amide of the formula:

CH CH: 0 H

C H35-C 0N CHaCHg O H I With slow heating to about 60, a homogeneous paste is obtained, to which are then added 0.67 g of polyglyeam-Q-o cmcnlonn and 7.25 g of 80 percent acetic acid. Stirring is carried out at 60 for a further 30 minutes; the reaction mixture is subsequently allowed to cool to a temperature of about 30, whereupon 42 g of 80 percent o-phosphoric acid dissolved in 143.22 ml of water free from salt are stirred in. An addition is then carefully made to this paste of 53.5 g of a compound of the formula:

N-OHz n ar- N-C H2 dissolved in 251.85 g of water free from salt, and 8.65 g of 80 percent acetic acid, 150 g of a 40 percent polystyrene emulsion, 1 g of a 15 percent silicone-emulsion and g of water free from salt. After 1 hours stirring, a liquid preparation is obtained directly ready for use.

Example 4 A polyamide carpet dyed blue according to Example 1 is passed, in a winch vat, through an aqueous liquor (1:40) containing 3 g/l of a liquid product obtained ac- 11 i if a preparati dn produced according to Example l is employed, but which contains, instead of the total amount of 557.07 g of water free from salt, the amount given in Table I, Column II, and instead of 109 g of 36 percent hydrochloric acid, the amount of acid or acid mixture shown in Column ll] of the table, then liquid preparations are obtained having the pl-l-values given in Column IV, which, when applied, for example, to polyamide fabric by application of the process according to Example 4, produce good antistatic, dirt repellent and antimicrobial finish-effects with good fastness to rubbing.

. citric acid H O Materials possessing a similarly permanent antistatic,

\ dirt-repellent and anti-microbial finish are obtained if,

instead of the preparations used in the aforementioned examples, a preparation is employed which is produced as follows, with otherwise the same procedure as described in the previously described examples:

An amount of 160 g of water free from salt is placed into a flask and, whilst stirring is maintained, 1.86 g of a polyglycol ether (a and 80 g of a fatty acid amide (a are added. With slow heating of this mixture to 60, a homogeneous paste is obtained, and to this are subsequently added 0.67 g of a polyglycol ether (a and 7.25 g of 80 percent acetic acid. The reaction mixture is stirred at 60 for a further 30 minutes, and the temperature subsequently allowed to fall to 30, whereupon 42 g of o-phosphoric acid (80 percent) dissolved in 143.22 ml of water free from salt are stirred in.

In a separate vessel, g of the antimicrobial compound (d) and g of polyglycol ether ((1,) and 6 g of commercial oleic acid are melted together, with stirring, at a temperature of about 80; and to the clear melt are then added 69 g of water free from salt at ca. 30. The obtained mixture is thereupon stirred into the paste contained in the flask. The mixture is further stirred, and to it are carefully added 53.5 g of a compound (a.,) dissolved in 251.85 ml of water free from salt and 8.65 g of 80 percent acetic acid, 1 g of a 15% silicone-emulsion and 150 g of a 40 percent polystyrene emulsion. Stirring is continued for about 60 minutes, and a liquid preparation is obtained directly ready for use.

Example 10 Polyglycol ether (a acid amide (B2) 7 v CHZCHgOH Cn zacoN CHzCHzOH 5 polyglycol other (as) CUHM- (CH2C 2 )0 antimicrobic agent (d) i 10 Cl- NH-CNH O F a l 5 Cl antistatic agent (2.

C H H20 H CH: (C H2) iiC O NHC H20 0 H O H2N 0 H2 0 H2 0 H Example 1 l Polyglycol ether ((1,)

l8 37 2 2 )l8 a acid amide (a CnHasCON 3O CHzCHzOH polyglycol ether (a 11 2 z )30 5 antimicrobic agent (d) antistatic agent (at) 3( 2)l6 C ONHCHZO CHzC 2 acid amide (a mixture of C H CONHCH CH OH and COQH

civ aaC ONHCH CH polyglycol ether (a 11 C CII CU gNIICOCH JlS Example 13 Polyglycol ether (m) CH2CH2OH RC ON CHzCHzOH R =C,,H n 8 21 polyglycol ether (a antimierobie agent ((1) r, r r r ca. 100 Mo] AeO acid amide (a antistatic agent (24) Example 7 14 Wool carpet yarn, dyed brown and subsequently dried in the known manner with application of the suspension system, is passed in a width of ca. 80 cm, on a conveyor belt, with a speed of ca. 1.1 m/min under the spraying-beam described in Example 1. An aqueous dispersion containing 60 g/l of the preparation described in Example 1 600ml of aqueous dispersion/- nozzle/minute) is sprayed from the aforementioned nozzles under a pressure of 4 atm. on to the moving carpet yarn. The yarn is afterwards squeezed out on a padding machine to obtain a residual moisture content of 50 percent, and dried over a drum at ca. lOl20C. After this finishing process, there is present on 1 kg of wool carpet yarn an amount of 30 g of the preparation described in Example 1.

Wet, as well as dry, wool carpet yarn can be finished by application of the described process; in the case of the wet material, however, 75 g/l of the preparation described in Example 1 are to be used.

It is also possible to treat, in place of wool carpet yarn, a wool/polyamide yarn: mixture ratio, e.g.'80 percent wool 20 percent polyamide.

The described finishing process enables wool carpet yarn to be obtained having a permanent antielectrostatic dirt-repellent and antimicrobial finish, these valuable properties being retained by the thus treated material even after being repeatedly walked on. brushed and cleaned by suction.

The finished yarn is used for the manufacture of carpets.

A comparison of a polyamide carpet finished according to the invention with a polyamide carpet not finished in that manner shows the following differences:

A polyamide knitted fabric with a width of ca. 42 cm and a weight of ca. 500 g/in printed, steamed and rinsed in the usual manner, is squeezed out on a padding machine to effect removal to a-g reat extent of the water contained; the material is subsequently passed over a roller at a rate of IO'm/min" A spraying-beam is mounted horizontally over the roller at a distance of ca. 10 cm, the nozzles on the beam being ca. 30 cm apart. An aqueous dispersion containing 125 g/l of the preparation described in Example 1 (='600 ml 'of aqueous dispersion/nozzle/minute) is sprayed under a pressure of 4 atm. on to the moving polyamide knitted fabric. The knitted fabric is subsequently dried, e.g. on a Fleissner drum-drier apparatus at ca. C, opened out and rinsed. The rinsed knitted yarn is used for the manufacture of carpets. In order to achieve a better untilisation of the plant, it is possible in this finishing process to have several tracks of polyamide knitted fabric running side by side.

The described finishing operation enables polyamide knitted fabrics to be obtained having a permanent antielectrostatic, dirt-repellent and antimicrobial finish, these valuable properties being retained even after the thus treated material has been repeatedly walked on, brushed and suction cleaned.

A comparison of the polyamide material finished according to the invention with a polyamide carpet not finished in this manner shows the following differences in characteristics:

We claim: I 1. A preparation for use in giving fibre materials a permanent antistatic and dirt-repellent finish, consisting essentially of an aqueous dispersion of a. to 20 percent by weight of an antistatic agent 5 which is a mixture of the compounds:

$11 ll as C=N C17H35CONHCH2CH2N/ GHQ-CH1 CHzCHzOH R-C o-N ornomon wherein R represents an alkyl radical having; 14 to 18 carbon atoms; and a polyglycol ether of the formulas; v

20 m a1 2 z )18- [or] and CiHip-QO-(CHzCHzOh-H I or a mixture thereof;

b. 3 to 35 percent by weight of an aqueous non-filmforming dispersion of polystyrene,

c. l to 6 percent by weight of an inorganic or organic monobasic or polybasic acid, and

d, O to 5 percent by weight of an antimicrobicagent.

2. A preparation for use in giving fibre materials a permanent antistatic and dirt-repellent finish, consisting essentially of an aqueous dispersion of a. 10 to 20 percent by weight of an antistatic agent comprising a compound of the formula:

/C=N ROONHCH2CH2N l CH2- H2 wherein R is alkyl of 8 to 22 carbon atoms,

b. 3 to 35 percent by weight of an aqueous non-filmforming dispersion of polystyrene,

c. 1 to 6 percent by weight of an inorganic or organic monobasic or polybasic acid, and

d. O to 5 percent by weight of an antimicrobic agent.

16 3. The preparation of claim 2, wherein R is heptadecyl.

4. The preparation of claim 2, wherein the antistatic agent further comprises a compound of the formula:

CHzCHzOH R-C O-N CHzCHzOH wherein R is alkyl of 8 to 22 carbon atoms.

5. The preparation of claim 3, wherein the antistatic agent further comprises a compound of the formula:

CHQCHQOH RCON CHgCHzOH wherein R is alkyl of 8 to 22 carbon atoms.

6. The preparation of claim 1, wherein the antimicrobic agent is of the formula 7. The preparation of claim 4, wherein the antistatic agent further comprises a polyglycol ether of the formula:

8. The preparation of claim 1, wherein acid component c) is selected from the group consisting of hydrochloric acid, hydrobromic acid, nitric acid, sulphuric acid, phosphoric acid, boric acid, acetic acid, oxalic acid, malonic acid and citric acid.

UM'll-ZI) s'r,\'r1c:-= m'l'm'lf owuzlc C E R'H F1 GATE U F CORRECTION Patent No. 3,835,1fi8 Dated September 10, 197

Inventor(s) Josef OX8 et al It is certified that error appears in the above-identified patent: and that said Letters Patent are hereby corrected as shown below:

Column 15, formula at line 10, that portion of the formula reading C H C H 17 I 35 7 35 a: N should read C::N

and at line 22, "[or]" should be deleted.

Bigncd and Scaled this seventeenth Day Of February 1976 [SEAL] Arrest:

RUTH C. MASON C. MARSHALL DANN Arresting Officer Commissioner of Patents and Trademarks 

2. A preparation for use in giving fibre materials a permanent antistatic and dirt-repellent finish, consisting essentially of an aqueous dispersion of a. 10 to 20 percent by weight of an antistatic agent comprising a compound of the formula:
 3. The preparation of claim 2, wherein R is heptadecyl.
 4. The preparation of claim 2, wherein the antistatic agent further comprises a compound of the formula:
 5. The preparation of claim 3, wherein the antistatic agent further comprises a compound of the formula:
 6. The preparation of claim 1, wherein the antimicrobic agent is of the formula
 7. The preparation of claim 4, wherein the antistatic agent further comprises a polyglycol ether of the formula: C18H37-O-(CH2CH2O)18-H or
 8. The preparation of claim 1, wherein acid component c) is selected from the group consisting of hydrochloric acid, hydrobromic acid, nitric acid, sulphuric acid, phosphoric acid, boric acid, acetic acid, oxalic acid, malonic acid and citric acid. 